ATE335775T1 - LOW TEMPERATURE CURED SOLID POLYURETDIONE GROUPS CONTAINING POLYURETHANE POWDER COATING COMPOSITIONS - Google Patents

LOW TEMPERATURE CURED SOLID POLYURETDIONE GROUPS CONTAINING POLYURETHANE POWDER COATING COMPOSITIONS

Info

Publication number
ATE335775T1
ATE335775T1 AT02024792T AT02024792T ATE335775T1 AT E335775 T1 ATE335775 T1 AT E335775T1 AT 02024792 T AT02024792 T AT 02024792T AT 02024792 T AT02024792 T AT 02024792T AT E335775 T1 ATE335775 T1 AT E335775T1
Authority
AT
Austria
Prior art keywords
uretdione
powder paint
catalyst
group
polyuretdione
Prior art date
Application number
AT02024792T
Other languages
German (de)
Inventor
Emmanouil Dr Spyrou
Holger Loesch
Andreas Dr Wenning
Original Assignee
Degussa
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Degussa filed Critical Degussa
Application granted granted Critical
Publication of ATE335775T1 publication Critical patent/ATE335775T1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/1875—Catalysts containing secondary or tertiary amines or salts thereof containing ammonium salts or mixtures of secondary of tertiary amines and acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78—Nitrogen
    • C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
    • C08G18/798—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing urethdione groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2150/00—Compositions for coatings
    • C08G2150/20—Compositions for powder coatings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2250/00—Compositions for preparing crystalline polymers
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31591—Next to cellulosic
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31598—Next to silicon-containing [silicone, cement, etc.] layer
    • Y10T428/31601—Quartz or glass
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31605—Next to free metal

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Paints Or Removers (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

Quaternary ammonium salts with hydroxide or fluoride as counterion accelerate the back cleavage of the uretdione groups so strongly that, in the use of known uretdione powder paints, the curing temperature of the powder paint composition can be considerably lowered. Polyurethane powder paint compositions contain: (A) at least one uretdione-containing powder paint hardener based on aliphatic or cycloaliphatic polyisocyanates and hydroxy (OH) group-containing compounds of m. pt. 40-130degreesC, a free isocyanate (NCO) content of less than 5 wt.%, and a uretdione content of 6-18 wt.%; (B) at least one OH group-containing polymer of m. pt. 40-130degreesC and OH number 20-200 mg KOH/g; and (C) at least one quaternary ammonium catalyst of formula (I). +NR1R2R3R4 -R5 (I) R1-R4 = 1-18C alkyl, aryl, aralkyl, heteroaryl, alkoxyalkyl, unbridged or bridged with other R1-R4 residues, with formation of single, double or triple rings, where the bridging atom can be carbon or a heteroatom, and each R1-R4 residue can have in addition one or more alcohol, amine, ester, keto, thio, urethane, urea, allophanate, double bond, triple bond, or halogen atom; and R5 = OH or F. (A) and (B) are in such a ratio that for each OH group of component (B) there are 0.3-1 uretdione groups of component (A), and the amount of catalyst (C) is 0.001-3 wt.% on the total amounts of (A) and (B). Independent claims are also included for the following: (1) a process for preparation of the uretdione powder paint hardener containing components (A), (B) and the catalyst (C) in heatable aggregates at 120-130degreesC; (2) a catalyst for accelerating curing of the powder paint composition containing a compound of formula (I).
AT02024792T 2002-02-11 2002-11-07 LOW TEMPERATURE CURED SOLID POLYURETDIONE GROUPS CONTAINING POLYURETHANE POWDER COATING COMPOSITIONS ATE335775T1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2002105608 DE10205608A1 (en) 2002-02-11 2002-02-11 Solid uretdione group-containing polyurethane powder coating compositions curable at low temperature

Publications (1)

Publication Number Publication Date
ATE335775T1 true ATE335775T1 (en) 2006-09-15

Family

ID=27588530

Family Applications (1)

Application Number Title Priority Date Filing Date
AT02024792T ATE335775T1 (en) 2002-02-11 2002-11-07 LOW TEMPERATURE CURED SOLID POLYURETDIONE GROUPS CONTAINING POLYURETHANE POWDER COATING COMPOSITIONS

Country Status (7)

Country Link
US (1) US6914115B2 (en)
EP (1) EP1334987B1 (en)
JP (1) JP4426167B2 (en)
AT (1) ATE335775T1 (en)
CA (1) CA2417474A1 (en)
DE (2) DE10205608A1 (en)
ES (1) ES2266387T3 (en)

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DE10320266A1 (en) * 2003-05-03 2004-11-18 Degussa Ag Solid uretdione group-containing polyurethane powder coating compositions curable at low temperature
DE10346957A1 (en) * 2003-10-09 2005-05-04 Degussa Highly reactive, uretdione group-containing polyurenthane systems which are curable at low temperature
DE10346958A1 (en) 2003-10-09 2005-05-12 Degussa Uretdione group-containing polyurethane compositions which are curable at low temperature
DE10347901A1 (en) * 2003-10-15 2005-05-19 Degussa Ag Polyurethane powder coating coatings containing solid uretdione group-containing polyaddition compounds and a process for their preparation
DE10347902A1 (en) * 2003-10-15 2005-05-19 Degussa Ag Solid uretdione group-containing polyaddition compounds
DE10348966A1 (en) * 2003-10-22 2005-06-02 Degussa Ag Highly reactive polyurethane powder coating compositions based on epoxide group-terminated, uretdione-group-containing polyaddition compounds
DE102004011004A1 (en) * 2004-03-06 2005-09-22 Degussa Ag Process for the preparation of solid, highly reactive uretdione-containing polyurethane compositions
DE102004011005A1 (en) * 2004-03-06 2005-09-22 Degussa Ag Low temperature curable uretdione group-containing polyurethane compositions
DE102004012902A1 (en) * 2004-03-17 2005-10-06 Bayer Materialscience Ag Production of new radiation-curing binders
DE102004012903A1 (en) * 2004-03-17 2005-10-06 Bayer Materialscience Ag Low-viscosity allophanates with actinically curable groups
DE102004017005A1 (en) * 2004-04-02 2005-10-20 Bayer Materialscience Ag Separator-free polyurethane powder coating with low baking temperature
DE102004020451A1 (en) * 2004-04-27 2005-12-01 Degussa Ag Uretdione group-containing polyurethane compositions which are curable at low temperature and contain (partially) crystalline resins
DE102004020429A1 (en) * 2004-04-27 2005-11-24 Degussa Ag Uretdione group-containing polyurethane compositions which are curable at low temperature and contain (partially) crystalline resins
DE102004026118A1 (en) * 2004-05-28 2005-12-15 Bayer Materialscience Ag adhesives
DE102004043538A1 (en) * 2004-09-09 2006-03-16 Bayer Materialscience Ag Production of new radiation-curing binders
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DE102004048773A1 (en) * 2004-10-07 2006-04-13 Degussa Ag Hydroxyl terminated uretdione group-containing polyurethane compounds
DE102005011231A1 (en) * 2005-03-11 2006-09-14 Bayer Materialscience Ag Special allophanates containing modified polyurethanes
DE102005013329A1 (en) * 2005-03-23 2006-11-16 Degussa Ag Low-viscosity uretdione group-containing polyaddition compounds, process for their preparation and use
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DE102006042494A1 (en) * 2006-09-07 2008-03-27 Evonik Degussa Gmbh Low temperature curable, uretdione group-containing polyurethane compositions containing quaternary ammonium halides
DE102006045003A1 (en) * 2006-09-23 2008-03-27 Bayer Materialscience Ag Polyurethane powder coating
DE102007022789A1 (en) 2007-04-26 2008-10-30 Evonik Degussa Gmbh Uretdione group exhibiting polyurethane compositions, useful e.g. to prepare metal coating composition, comprises a hardener based on e.g. aromatic polyisocyanate and hydroxyl group compounds, a polymer with a hydroxyl group and a catalyst
US20080265201A1 (en) * 2007-04-26 2008-10-30 Degussa Gmbh Low-temperature-curable polyurethane compositions with uretdione groups, containing polymers based on polyols that carry secondary oh groups
DE102007040240A1 (en) 2007-08-25 2009-02-26 Bayer Materialscience Ag Process for the preparation of low-viscosity allophanates with actinically curable groups
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Also Published As

Publication number Publication date
JP4426167B2 (en) 2010-03-03
ES2266387T3 (en) 2007-03-01
EP1334987A3 (en) 2003-10-15
DE50207781D1 (en) 2006-09-21
EP1334987B1 (en) 2006-08-09
US20030153713A1 (en) 2003-08-14
EP1334987A2 (en) 2003-08-13
CA2417474A1 (en) 2003-08-11
DE10205608A1 (en) 2003-08-21
JP2003238891A (en) 2003-08-27
US6914115B2 (en) 2005-07-05

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